Thx for the answers so far. It is interesting to see that the starting age and reactions were quite different from person to person. Here are the answers to my-own questions.
Michael 1) Who did you ask to be your (first) keyholder and how old were you back then?
A girl I had an affair with, probably when I was 26
2) How did he or she react?
I knew that she was kinky and she loved the idea. However, she was almost a bit pushy when it came to
locking me up again and for how long which scared me off.
3) What were your expectations from your keyholder?
Probably back then I was expecting a good tease and that I can trust her which means she would stick to our agreements and she would react immediatly in case of emergency.
4) Did he or she meet those expectations?
Yes and no. I mean she would have liked to belt me almost 24/7 for sure ans she did tease me a lot. The only downside was that I had the feeling that I could get out whenever I wanted to during the first few times when she took the keys. Of course we discussed that and not much later she refused to give me back the keys after the week that was agreed on was over. This is something I didn't find very funny back then at first. After a month she finally let me out and overall the wasn't that bad. However the next time she wanted me to lock up for 3 months at least which then scared me off totally.
5) How long did you want to be belted?
As said above it was up to a week during the first few times. After having completed a whole month I would have been fine with up to 6 weeks.
6) If you are belted for way longer periods of time now, what has changed your mind to wish for it?
Doing the whole month has probably made clear to me that I won't die from not having an orgasm for quite some time which led to the conclusion that I could try it for longer periods of time to see what it does to me. Later I did regret that I didn't take the chance to let her lock me up for at least 3 months but when she told me that it was just too much for me.
Under 9 I describe what really has changed my mind.
7) How often have you had some weak moments when you wanted to stop being chaste and how have you dealt with the situation then?
Of course that did happen but apart from my first keyholder who probably would have let me out after a few days already if I had asked for it my 3rd keyholder made clear that shy wouldn't and shy just helped me by guiding me through bad times, she gave me a lot of support by letting me focus on the positive things why I wanted to be belted.
8) Have you ever considered to find a keyholder who might keep you locked up even unvoluntarily?
To be honest, yes. After making the experience for a second time that I could get out if I had just begged enough, I came too the conclusion that chastity cannot work if there is always a way to chicken out. However, this would have been the complete opposite extreme and therefore I am happy to have found something in between.
9) What is the greatest experiece you have made while being locked up?
In general it was the experience of the effects of chastity on me when I am belted for more than a month. When chastity had been more a less a kinky fetish thing for me at first, I could finally see all the positiv effects of more serious chastity. I was way more relaxed, centered and freed from this constant urge to get another orgasm.
10) What are possible reasons for you to stop being belted once and for all?
What I have described unter 9 is probably the reason why I consider chastity to be addictive. Therefore it is hard for me to imagine any reason why I would like to never be belted again.